Homes for Sale near Middletown High School

• 

  

  

  /38

  $414,900

  • 4 Beds
  • 2 Baths
  • 1,980 Sq Ft

  106 Lorraine Terrace, Middletown, CT 06457

  COMPLETELY RENOVATED WOODLAND OASIS IN SOUGHT-AFTER WESTFIELD! This stunning split-level home sits on a private 0.47-acre lot blending modern luxury with natural charm. Freshly painted inside and out with new architectural roof and high-efficiency central AC. The showstopping kitchen features white-shaker cabinetry, granite countertops, stainless appliances, and herringbone blue tile backsplash.

  

  Romanee Ives

  Cornerstone Homes Plus, Inc.

  (860) 750-9769

  106 Lorraine Terrace, Middletown, CT 06457
• 

  Explore Middletown High School

• 

  

  

  /38

  $409,000

  • 4 Beds
  • 2 Baths
  • 2,214 Sq Ft

  156 S Main St, Middletown, CT 06457

  Pull into the long private driveway-room for 6-8 cars-and you'll feel the instant charm of this beautifully renovated brick two-family. The inviting front porches and classic brick facade are paired with new vinyl siding and dual-pane windows, blending timeless curb appeal with smart energy efficiency. Behind the home, a flat level lot offers a peaceful green space and a two-car garage just

  

  Alan Stewart Jr.

  ASJ Realty Partners

  (860) 397-6729

  156 S Main St, Middletown, CT 06457
• 

  

  

  /40

  $579,900

  • 2 Beds
  • 2 Baths
  • 1,545 Sq Ft

  115 Webster Ln Unit 115, Middletown, CT 06457

  Welcome to 115 Webster Lane, a beautifully maintained 2-bedroom, 2-bath condo in a serene 55+ community-offering panoramic views and a move-in-ready experience that's truly "better than new." More upgrades than the standard package. As you step inside, gleaming hardwood floors under soaring 9-foot ceilings greet you, flowing seamlessly into an open-plan living space where natural light dances off

  

  Jodi Serapilia

  William Raveis Real Estate

  (959) 301-2379

  115 Webster Ln Unit 115, Middletown, CT 06457
• 

  

  

  /33

  $435,000

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  95 Training Hill Rd, Middletown, CT 06457

  Discover comfort, space, and modern updates in this beautifully renovated ranch-style home, ideally located in one of Middletown's most sought-after neighborhoods. Featuring 4 spacious bedrooms and 2 full bathrooms, this home offers the perfect balance of style and functionality for today's lifestyle. Step into a bright, open-concept layout that flows seamlessly-perfect for both everyday living

  

  Guillermo Araujo

  Five Stars Realty

  (860) 407-5446

  95 Training Hill Rd, Middletown, CT 06457
• 

  

  

  /40

  $550,000

  • 5 Beds
  • 2 Baths
  • 5,678 Sq Ft

  1066 Washington St, Middletown, CT 06457

  This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide

  

  Donna-Jean Dargie

  Eagle Eye Realty PLLC

  (860) 421-4629

  1066 Washington St, Middletown, CT 06457
• 

  

  /40

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  598 East St, Middletown, CT 06457

  This 1904 Victorian has been thoughtfully renovated over the years, offering the perfect blend of historic character and contemporary upgrades. In addition to updated electrical, plumbing and insulation, the current owners have made additional investments to ensure comfort and efficiency, including a 50-year architectural roof, conversion to efficient natural gas heat, central AC, and the

  Betsy Purtell Purtell Realty LLC

  598 East St, Middletown, CT 06457
• 

  

  /18

  $189,497

  • Land
  • 14 Acres
  • $13,842 per Acre

  0 Stantack Rd Unit 24160825, Middletown, CT 06457

  Residential - 13.69 ac Lot in Middletown, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 per monthHere's your opportunity to own an amazing 13.69 ac property nestled in the heart of Middletown, CT in Middlesex County. Situated between a residential neighborhood and scenic state hiking trails, this parcel offers a rare blend of seclusion and accessibility.

  Timothy Ebie

  0 Stantack Rd Unit 24160825, Middletown, CT 06457
• 

  

  /28

  $214,000

  • 2 Beds
  • 2 Baths
  • 866 Sq Ft

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457

  Carriage Crossing Condominiums is a residential complex in Middletown, CT, offering this amazing unit for sale and features amenities like a pool, sauna, clubhouse, a fitness center, tennis courts, indoor jacuzzi, club house, racquetball courts, guest parking and more. Fireplace in the unit ready for you and guests during the winter, Nice, big windows are a captivating feature in any space,

  Leticia Rodriguez Casa Mia Realty Corporation

  300 Carriage Crossing Ln Unit 300, Middletown, CT 06457
• 

  

  /35

  $280,000 Open Fri 4PM - 6PM

  • 3 Beds
  • 2.5 Baths
  • 1,440 Sq Ft

  746 Long Hill Rd, Middletown, CT 06457

  Highly Desired Wesleyan Hills Condo! This spacious and well-maintained unit offers a fantastic layout with a bright kitchen and dining room combo featuring a breakfast bar, built-in cabinetry, and a slider leading to a generous private deck-perfect for outdoor enjoyment. The inviting living room includes a cozy fireplace, crown molding, built-ins, and brand-new flooring, with a convenient half

  Jody Bonaiuto William Raveis Real Estate

  746 Long Hill Rd, Middletown, CT 06457
• 

  

  /18

  $229,500

  • 1 Bed
  • 1.5 Baths
  • 1,121 Sq Ft

  234 S Main St Unit 103, Middletown, CT 06457

  Welcome to Unit 103 at the Parker House - where historic charm meets modern convenience in the heart of Middletown! This turnkey first-floor condo features high ceilings, large windows, and a bright, open layout. The remodeled kitchen includes custom soft-close cabinets, stainless steel appliances, quartz countertops and designer lighting. Additional updates: new flooring, fresh paint, and an

  Derek Greene Derek Greene

  234 S Main St Unit 103, Middletown, CT 06457
• 

  

  /37

  $217,500

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  36 Rising Trail Dr Unit 36, Middletown, CT 06457

  Prime location near the pool & clubhouse - just in time for Summer! Welcome to 36 Rising Trail Drive, a beautifully maintained condo nestled in the desirable Westlake area of Middletown. This spacious unit offers a bright and open layout with generous living and dining areas, perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, ample counter space, and

  Kervin Figaro Five Stars Realty

  36 Rising Trail Dr Unit 36, Middletown, CT 06457
• 

  

  /24

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 3,833 Sq Ft

  120 Scenic View Dr, Middletown, CT 06457

  Stately, custom-built Colonial nestled on a level lot with sweeping countryside views! This home offers a flexible floor plan and quality features throughout. The upper level includes a spacious bonus room that serves as the 4th bedroom, and a serene primary suite with a large en suite bath and walk-in closet. The main level boasts an open layout with hardwood floors, a formal dining room, a

  Meghan Hess Real Broker CT, LLC

  120 Scenic View Dr, Middletown, CT 06457
• 

  

  /40

  $574,000

  • 3 Beds
  • 2.5 Baths
  • 3,147 Sq Ft

  39 Bartlett Hollow Unit 39, Middletown, CT 06457

  Simplify your living without sacrificing space! This beautiful home boasting 3000sq/ft is tucked along the wooded area in the 55+ community of Bartlett Hollow. Built with energy efficiency and sustainability in mind - geo-thermal heating/cooling, solar panels and a propane fireplace. High ceilings and elegant architectural details throughout. The bright living room lined with windows features the

  Siobhan McLaughlin William Raveis Real Estate

  39 Bartlett Hollow Unit 39, Middletown, CT 06457
• 

  

  /20

  $455,000

  • 4 Beds
  • 1 Bath
  • 1,075 Sq Ft

  35 Boston Rd, Middletown, CT 06457

  Welcome to 35 Boston Ave, Middletown, a classic 4-bedroom Cape Cod-style home with great potential! This home offers a functional layout with two bedrooms on the first floor and two additional bedrooms upstairs, making it ideal for a variety of living arrangements. Featuring hardwood floors throughout, an eat-in kitchen, and a full unfinished basement, this home is ready for your personal touch.

  Michael Calabro Coldwell Banker Calabro

  35 Boston Rd, Middletown, CT 06457
• 

  

  /20

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  6 Bidwell Terrace, Middletown, CT 06457

  Beautiful new construction property in Middletown CT. 3 bedrooms, 3 bathrooms. Large back yard. 1 car automated garage and additional spaces for a car. Corner lot. House comes with 1 year warranty, transferable to new owner. Brand new stainless steel appliances. Central air. Only carpet in bedrooms, rest is beautiful hard wood floors. Close to Middlesex hospital, downtown, and Wesleyan

  Derek Greene Derek Greene

  6 Bidwell Terrace, Middletown, CT 06457
• 

  

  /7

  $210,000

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  52 Rising Trail Dr, Middletown, CT 06457

  Spacious townhouse in the charming and cozy Beacon Hills condo community. Conveniently located minutes from major highways, public transportation, shopping centers, restaurants, medical facilities, downtown Middletown, and the Wesleyan University campus. The property offered "As Is". Subject to short sale approval. Short Sale Rider & As Is Riders must be included with the Purchase Offer.

  Thomas Galvin Precision Realty LLC

  52 Rising Trail Dr, Middletown, CT 06457
• 

  

  /3

  $499,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,468 Sq Ft

  600 Higby Rd, Middletown, CT 06457

  Stunning Contemporary Raised Ranch with multiple gables and large picture window in 2-story entry. Open great room, dining room and kitchen with center island. With standard 9' ceilings - vaulted ceilings optional. 2-story entry with open railing. Gas fireplace, deck, hardwood throughout including bedrooms on main level. All bathrooms tiled. Granite countertops throughout. Large base molding

  Mark Toledo Berkshire Hathaway NE Prop.

  600 Higby Rd, Middletown, CT 06457
• 

  

  /3

  $449,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  00 Villa St, Middletown, CT 06457

  DON"T SETTLE on Your Home: Take this opportunity to get the House of your Dreams... This lot has a picturesque view with over 100 feet of secluded River views (No Flood Ins. Needed) on a cul-de-sac with 120 ft. of road frontage. This lot already has an ideal home option with 3bd, 2 bath, open concept custom Kitchen (quartz countertops, Island, Tile floor), Dining room with sliders to deck area,

  Lisa Sherman My Realtor, LLC

  00 Villa St, Middletown, CT 06457
• 

  

  /11

  $75,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  500 Washington St Unit TRLR 15, Middletown, CT 06457

  This two bedroom, one bathroom mobile home in Middletown is conveniently located near stores, colleges, and restaurants. Inside, you'll find an open concept living room, dining, and kitchen area, offering practicality and space.

  Mark Mermelstein eXp Realty

  500 Washington St Unit TRLR 15, Middletown, CT 06457
• 

  

  /40

  $379,900

  • 4 Beds
  • 3 Baths
  • 2,038 Sq Ft

  64 Andrew St, Middletown, CT 06457

  Your Dream Home is Finally Here! You can see the tremendous pride & meticulous attention to detail from the outstanding curb appeal with the gorgeous front walkway & landscaping to the Energy Efficient Windows (2025), 3 Split Hyper Heat/AC Units (2025), Baseboard covers (2025), Roof (2016), Chimney Liner (2024), Hot Water Heater (2022), Fence (2024), Vinyl Floors, Freshly Painted, OVER 2,000 sq

  Kathy Dell'Aquila Coldwell Banker Realty

  64 Andrew St, Middletown, CT 06457
• 

  

  /12

  $195,000

  • 2 Beds
  • 1 Bath
  • 941 Sq Ft

  78 Chestnut St, Middletown, CT 06457

  Welcome to this 2-bedroom, 1-bathroom home offering 941 square feet of living space on a 0.35-acre lot. Built in 1940, this property combines classic character with an opportunity for customization. Features include a paved driveway, a one-car detached garage, an enclosed front porch, vinyl siding, a full unfinished basement-perfect for additional storage or future finishing, and enjoy the

  Samantha Storey RE/MAX Coast and Country

  78 Chestnut St, Middletown, CT 06457
• 

  

  /18

  $318,000

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft

  146 Liberty St, Middletown, CT 06457

  Renovated in 2023, this charming 3-bedroom, 1.5-bath home combines modern updates with timeless character. A large, bright screened-in 3-season front porch welcomes you. Step inside to an open floor plan featuring a quartz kitchen with stainless steel appliances, a spacious dining island, and two convenient access points - one from the front porch and another through a bright mudroom leading to

  Mike Sangapore KW Legacy Partners

  146 Liberty St, Middletown, CT 06457
• 

  

  /39

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft

  46 Johnson St, Middletown, CT 06457

  Welcome home to this charming and well-maintained colonial home on a large corner lot in Middletown. This property offers great updates, natural light and thoughtful features throughout, plus easy access to Route 9 and all that downtown Middletown has to offer-shopping, dining, and entertainment just minutes away. Step inside and enjoy the peace of mind that comes with new windows (2021), young

  Jennifer Stich Tier 1 Real Estate

  46 Johnson St, Middletown, CT 06457
• 

  

  /17

  $140,000

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  119 Burgundy Hill Ln, Middletown, CT 06457

  Completely refinished from top to bottom. All new. One bedroom condo with extra loft space. Enjoy evenings on the balcony. On site laundry, pool. Centrally located, close to shopping and highways. Complex is NOT FHA or VA approved.

  Izabela Wodarski New Haus Group LLC

  119 Burgundy Hill Ln, Middletown, CT 06457
• 

  

  /30

  $175,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  17 Mckenna Dr, Middletown, CT 06457

  Rarely available co-op in Wadsworth Grove. 3-bedroom townhouse nestled in a quaint & peaceful community. The interior features a practical layout, designed for easy & manageable living with ample space. Enjoy the charming private patio, tranquil pond views from this home & lovely walking paths. HOA INCLUDES: heat, hot-water, taxes & water usage. Situated within Middletown's dynamic small-city

  Michelle Mazzotta eXp Realty

  17 Mckenna Dr, Middletown, CT 06457
• 

  

  /32

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,320 Sq Ft

  58 Frissell Terrace, Middletown, CT 06457

  Nothing is sweeter than this fully remodeled 3 bedroom, 2 full bath cape. Walk into a true open floor plan. The bright sunny living room is open to the dining area and the kitchen. Refinished hardwood floors throughout the main level. The kitchen includes all new cabinets, quartz counters, stainless steel appliances and and island. The main floor also includes two spacious sized rooms, a gorgeous

  Tracey Precourt Century 21 Clemens Group

  58 Frissell Terrace, Middletown, CT 06457
• 

  

  /40

  $799,000

  • 4 Beds
  • 5 Baths
  • 5,486 Sq Ft

  81 Aresco Dr, Middletown, CT 06457

  Welcome to this exceptional custom-built home offering the perfect blend of luxury, comfort, and functionality. Featuring 5+ bedrooms and five full and one half baths, this beautifully designed residence showcases a gourmet kitchen with top-of-the-line appliances and elegant finishes, flowing seamlessly into a dramatic two-story great room with a stunning fireplace. The first-floor primary suite

  Carl Chisem Jr. William Raveis Real Estate

  81 Aresco Dr, Middletown, CT 06457
• 

  

  /22

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft

  10 Yellow Green Rd, Middletown, CT 06457

  Welcome home to this beautifully renovated 4-bedroom, 2 full bathroom contemporary gem, tucked away in a peaceful cul-de-sac within the Wesleyan Hills community! Step inside to an open floor plan filled with natural light, featuring newly installed flooring, cathedral ceiling's and rich hardwood floors that flow throughout the home. The heart of the home is the stunning new kitchen, complete with

  Michelle Orozco mygoodagent

  10 Yellow Green Rd, Middletown, CT 06457
• 

  

  /3

  $60,000

  • Land
  • 0.08 Acre
  • $750,000 per Acre

  18 Portland St, Middletown, CT 06457

  TEAR DOWN- PROPERTY IS FIRE DAMAGED BEING SOLD AS-IS AS SEEN. CURRENT BUILDING ON THE PROPERTY IS A 2 FAMILY. ALL UTILITIES AVAILABLE ON STREET. PLEASE REACH OUT TO LISTING AGENT AARON COUTU-DO NOT ENTER PROPERTY WITHOUT PERMISSION. NO RECORDS OR HISTORY OF PROPERTY IN HAND. LAND VALUE ONLY

  Aaron Coutu Keller Williams Realty Leading Edge

  18 Portland St, Middletown, CT 06457
• 

  

  /17

  $299,000 Open Sun 3:30PM - 5:30PM

  • 2 Beds
  • 2.5 Baths
  • 1,644 Sq Ft

  801 Long Hill Rd Unit C, Middletown, CT 06457

  A Townhouse Style Condominium in Long Hill Condominiums that is in very good condition and with a partially finished walkout lower level. This home has approximately 1,294 square feet on the first and second floors, plus approximately 350+ square feet in the walk out finished lower level, with a slider to the Bluestone patio and the back yard. There's a common area for nature lovers, and the

  Marty Rauch Marty Rauch Real Estate

  801 Long Hill Rd Unit C, Middletown, CT 06457
• 

  

  /40

  $399,900 Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 1,818 Sq Ft

  76 Milardo Ln, Middletown, CT 06457

  Welcome to 76 Milardo Lane, a beautifully maintained ranch offering comfort, flexibility, and scenic charm in one of Middletown's most sought-after neighborhoods. Nestled on a spacious 0.7-acre lot with Round Hill Brook flowing through the backyard, this home offers the peace of nature just steps from your door. Inside, you'll find a bright and airy open-concept layout featuring a welcoming front

  Brittany O'Hara William Raveis Real Estate

  76 Milardo Ln, Middletown, CT 06457
• 

  

  /21

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  152 Old Mill Rd, Middletown, CT 06457

  Welcome to 152 Old Mill Road, a classic brick ranch nestled in Middletown's desirable Westfield neighborhood. Offering nearly 1,750 sq ft of single-level living, this well-built home features an open living and dining area centered around a charming fireplace-ideal for entertaining. Enjoy added indoor/outdoor space in the three-season enclosed porch. Hardwood floors run throughout the home, which

  Santo Gulino William Raveis Real Estate

  152 Old Mill Rd, Middletown, CT 06457
• 

  

  /17

  $54,497

  • Land
  • 7 Acres
  • $7,785 per Acre

  0 Arbutus St Unit 24108598, Middletown, CT 06457

  Here's your opportunity to own an amazing 7-acre property nestled in the heart of Middletown, CT, in Middlesex County. The property is landlocked and is being sold as-is. Located near the Durham town line, this lot sits in a quiet, rural residential area offering a more private setting. It's just 10-15 minutes from I-91 and Route 9, providing easy access to Hartford, New Haven, and surrounding

  Steven Koleno Beycome of Connecticut

  0 Arbutus St Unit 24108598, Middletown, CT 06457
• 

  

  /27

  $350,000

  • 4 Beds
  • 3 Baths
  • 2,089 Sq Ft

  80 Russell St, Middletown, CT 06457

  Welcome to 80 Russell Street! This charming home offers 2,890 sq ft of comfortable living space. Featuring 4 spacious bedrooms and 3 full bathrooms, with an open loft located on the third floor. The property boasts a bright and inviting layout with hardwood floors throughout. The updated kitchen includes stainless steel appliances, ample cabinet space, and a breakfast nook. Enjoy relaxing in the

  Santo Gulino William Raveis Real Estate

  80 Russell St, Middletown, CT 06457
• 

  

  /39

  $180,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  52 Carriage Crossing Ln, Middletown, CT 06457

  Welcome to 52 Carriage Crossing Lane, Middletown - Stylish Loft Living with Resort-Style Amenities! Step into this bright and inviting 1-bedroom, 1-bath loft-style condo, ideally situated in one of Middletown's most desirable communities-Carriage Crossing. Featuring soaring vaulted ceilings, oversized windows, this open-concept unit offers abundant natural light and a modern, airy atmosphere.

  Keyla Rodriguez William Raveis Real Estate

  52 Carriage Crossing Ln, Middletown, CT 06457
• 

  

  /28

  $189,000

  • 2 Beds
  • 2 Baths
  • 735 Sq Ft

  3 Prospect Place, Middletown, CT 06457

  Affordable Opportunity in a Prime Location! Perfect for first-time homebuyers, students, or investors, this charming residence offers exceptional value and comfort. The home features two bedrooms and two full bathrooms, including a generously sized primary suite on the upper level with a classic clawfoot bathtub-ideal for relaxing after a long day. Enjoy the partially fenced private yard, perfect

  Heather Fenn Sunset Creek Realty, LLC

  3 Prospect Place, Middletown, CT 06457
• 

  

  /38

  $625,000

  • 9 Beds
  • 4 Baths
  • 1,885 Sq Ft

  203 E Main St, Middletown, CT 06457

  Two side by side two families in Middletown! One newly renovated and vacant first floor unit at 207 E Main Street features higher end finishes and is move in ready! These properties are easy to manage and have easy access to the Route 9 corridor. Only lease up is required to achieve over a 20% return on investment.

  Connor Wenchell VC Property Group, LLC

  203 E Main St, Middletown, CT 06457
• 

  

  /15

  $264,900

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  47 Ridge Rd, Middletown, CT 06457

  Opportunity awaits on one of Middletown's most quintessential streets! 47 Ridge Road offers solid potential with good bones and key updates already in place - including a newer roof, windows, and boiler. This 3-bedroom, 1.1-bath colonial is ready for your vision and creativity. Featuring a traditional layout with great natural light, this home provides the perfect canvas to renovate and build

  Carl Guild Carl Guild & Associates

  47 Ridge Rd, Middletown, CT 06457
• 

  

  /17

  $189,497

  • Land
  • 14 Acres
  • $13,842 per Acre

  0 Stantack Rd Unit 24101791, Middletown, CT 06457

  Here's your opportunity to own an amazing 13.69 ac property nestled in the heart of Middletown, CT in Middlesex County. Situated between a residential neighborhood and scenic state hiking trails, this parcel offers a rare blend of seclusion and accessibility. Landlocked but it includes an easement, and a plat is available for your reference. Located in a sought-after, higher-end part of town, it

  Steven Koleno Beycome of Connecticut

  0 Stantack Rd Unit 24101791, Middletown, CT 06457
• 

  

  /13

  $239,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  40 Batt St, Middletown, CT 06457

  Two Bedroom single level ranch for sale in desirable Middletown. Home being sold as-is, where-is. See the upside potential, see the resale value and/or rental value, and make your offer. Come see the tranquil neighborhood and nearby area, and fully enjoy. Investors, and those seeking a home that is not over-priced; come make this yours.

  Justin Marino Marino Realty LLC

  40 Batt St, Middletown, CT 06457

Showing Results 1 - 40, Page 1 of 2